Platinum-Catalyzed Regioselective Dehydrogenative Homocoupling of Dimethyl Phthalate for the Direct Synthesis of Sym-BPTT

Abstract A novel synthesis method for sym-BPTT, an important synthetic intermediate for electronic materials, is reported. This method features a platinum-catalyzed regioselective dehydrogenative homocoupling of dimethyl phthalate. Unlike previous palladium-catalyzed methods, this reaction proceeds with high regioselectivity without requiring any ligands when an appropriate reoxidation system is employed, thus simplifying the purification process. While the yield is currently lower than that of existing methods, this study demonstrates the potential of platinum catalysts for dehydrogenative homocoupling reactions. A preliminary continuous-flow system for this homocoupling reaction was also developed, although the yield was low, and regioselectivity was not well-controlled.

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Publication Details

Journal
Sustainability & Circularity NOW
Published
2025-03-12
DOI
https://doi.org/10.1055/a-2557-4354
Primary Topic
Chemical Synthesis and Reactions
Type
article
Field-Weighted Citation Impact
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article

Platinum-Catalyzed Regioselective Dehydrogenative Homocoupling of Dimethyl Phthalate for the Direct Synthesis of Sym-BPTT

Soya Ishikawa, Shu̅ Kobayashi
Sustainability & Circularity NOW
Chemical Synthesis and Reactions
article

Platinum-Catalyzed Regioselective Dehydrogenative Homocoupling of Dimethyl Phthalate for the Direct Synthesis of Sym-BPTT

Soya Ishikawa, Shu̅ Kobayashi
article en

Abstract

Abstract A novel synthesis method for sym-BPTT, an important synthetic intermediate for electronic materials, is reported. This method features a platinum-catalyzed regioselective dehydrogenative homocoupling of dimethyl phthalate. Unlike previous palladium-catalyzed methods, this reaction proceeds with high regioselectivity without requiring any ligands when an appropriate reoxidation system is employed, thus simplifying the purification process. While the yield is currently lower than that of existing methods, this study demonstrates the potential of platinum catalysts for dehydrogenative homocoupling reactions. A preliminary continuous-flow system for this homocoupling reaction was also developed, although the yield was low, and regioselectivity was not well-controlled.

Sustainability & Circularity NOWVol. 02(CP)
Toray (United States) (US), Toray Industries, Inc. (Japan) (JP), The University of Tokyo (JP)
Openalex Percentile: Top 97%
Chemical Synthesis and Reactions
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